diff --git a/src/cms/database/migrations/2026.05.29T00.00.011-populate-feature-dates-can-span-2years.js b/src/cms/database/migrations/2026.05.29T00.00.011-populate-feature-dates-can-span-2years.js
new file mode 100644
index 000000000..ccf2fe3fd
--- /dev/null
+++ b/src/cms/database/migrations/2026.05.29T00.00.011-populate-feature-dates-can-span-2years.js
@@ -0,0 +1,39 @@
+"use strict";
+
+// feature_id values for park features that can have dates spanning 2 years
+const featureIds = [
+  "41_271", // Cultus Lake / Maple Bay Cabins / All cabins
+  "41_876", // Cultus Lake / Maple Bay day-use area / Picnic area
+  "7_360", // Garibaldi / Red Heather campground / All sites
+  "7_449", // Garibaldi / Taylor Meadows campground / All sites
+  "33_57", // EC Manning / Cambie Creek groupsite / All sites
+  "33_248", // EC Manning / (no area) / Lightning Lake day-use area
+  "5_313", // Mount Assiniboine / Og Lake Campground / All sites
+  "5_263", // Mount Assiniboine / Magog Lake Campground / All sites
+  "5_792", // Mount Assiniboine / Porcupine Campground / All sites
+  "314_476", // Porteau Cove / Porteau Cove walk-in sites / All sites
+  "314_914", // Porteau Cove / Porteau Cove Campground vehicle accessible sites / All sites
+  "409_185", // Ts'ilos Park / Gwe Da Ts'ih Campground / All sites
+];
+
+module.exports = {
+  async up(knex) {
+    // Skip if the collection table doesn't exist
+    if (!(await knex.schema.hasTable("park_features"))) return;
+
+    // Add the new column if it doesn't exist
+    // Strapi maps datesCanSpan2Years to dates_can_span_2_years
+    if (
+      !(await knex.schema.hasColumn("park_features", "dates_can_span_2_years"))
+    ) {
+      await knex.schema.table("park_features", (table) => {
+        table.boolean("dates_can_span_2_years").notNullable().defaultTo(false);
+      });
+    }
+
+    // Update the specified features to have their datesCanSpan2Years value set to true
+    await knex("park_features")
+      .whereIn("feature_id", featureIds)
+      .update({ dates_can_span_2_years: true });
+  },
+};
diff --git a/src/cms/src/api/park-feature/content-types/park-feature/schema.json b/src/cms/src/api/park-feature/content-types/park-feature/schema.json
index 384e8aecd..63238bace 100644
--- a/src/cms/src/api/park-feature/content-types/park-feature/schema.json
+++ b/src/cms/src/api/park-feature/content-types/park-feature/schema.json
@@ -248,6 +248,11 @@
       "target": "api::park-gate.park-gate",
       "mappedBy": "parkFeature"
     },
+    "datesCanSpan2Years": {
+      "type": "boolean",
+      "required": true,
+      "default": false
+    },
     "hasDates": {
       "type": "boolean",
       "default": false